Synthesis of novel N-substituted benzyl N-(1,3-benzothiazol-2-yl) acetamides and their in vitro antibacterial activities

Abstract

The novel Schiff bases 3a–d were synthesized by reacting 6-methyl-2-aminobenzothiazole and different substituted benzaldehydes. Afterwards, the obtained Schiff bases were reduced with NaBH4 to form amine compounds 4a–d. In the final step, reaction of the amine with chloroacetyl chloride gave the novel amide derivatives 5a–d. The structures of the all novel synthesized compounds were characterized by FT-IR, 1H-NMR, 13C-NMR, ESI MS, HETCOR, 2D (1H–1H) COSY spectra and elemental analyses. The antimicrobial activities of the novel synthesized compounds, were tested against some Gram-positive and Gram-negative bacterial as well as fungal species and the results were discussed.

Keywords

• schiff base
• benzothiazole-2-yl-amide
• acylation
• antibacterial activity
• minimum inhibitory concentration